Synthesis of Water Soluble 8-Substituted 5-Deazaflavins
By oxidative cyclization of 5,5'-arylmethylenebis(6-methylaminouracil) derivatives with diethyl azodicarboxylate a number of 5-deazaisoalloxazines were synthesized having at the C(8) position a substituent that causes a bathochromic shift varying between 20 and 130 nm, depending on the substituent.To increase the solubility in aqueous media 8-substituted 5-deazaflavins were prepared having a carboxymethyl group at the N(3) position.The carboxymethyl group was introduced prior to the oxidative cyclization.
Link, P. A. J.,Plas, H. C. van der,Mueller, F.
p. 873 - 878
(2007/10/02)
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